Author： Esipova T. Borisenko A. Terent’ev P. Grishina G. Herzshuh R.
Publisher： MAIK Nauka/Interperiodica
ISSN： 1070-4280
Source： Russian Journal of Organic Chemistry, Vol.42, Iss.5, 2006-05, pp. : 742-747
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Abstract
A new class of endocyclic enamines, 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines, was synthesized from 4-piperidone imines by successive subjecting the latter to lithiation with lithium diethylamide, to alkylation with 1-bromo-3-chloropropane, and to intramolecular cyclization. All stages were carried out as a unique process without isolation of the intermediate compounds. A thorough optimization of the process conditions, workup, and product storage was carried out. The conformational study of 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines was performed.
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